1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

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Chemical Name:1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide
CAS No.:1449319-96-3
Molecular Formula:C₃₀H₂₈F₂N₆O
Molecular Weight:526.589
Hs Code.:

Synonyms:1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

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Chemical Property of 1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

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Technology Process of 1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

There total 7 articles about 1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 38.6%

: 1449319-98-5
1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

: 1449319-96-3
1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

Guidance literature:: 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide; With potassium carbonate; In methanol; at 100 ℃; for 0.5h; Microwave irradiation;

With water; In methanol;

Reference yield:

: 1449318-35-7
1-benzyl-1H-pyrazol-4-carboxylic acid (5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)amide

: 1449319-96-3
1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / water; dichloromethane / 4 h / 20 °C

2.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 1 h / 120 °C / Microwave irradiation

3.1: tetrahydrofuran / 3 h / 20 °C / Molecular sieve

3.2: 18 h / 20 °C

4.1: potassium carbonate / methanol / 0.5 h / 100 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1449319-96-3
1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: nitric acid / 0.5 h / 0 °C

2.1: acetic acid; tin(II) chloride dihdyrate; hydrogenchloride / 2 h / 85 °C

3.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 4 h / 20 °C

4.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / water; dichloromethane / 4 h / 20 °C

5.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 1 h / 120 °C / Microwave irradiation

6.1: tetrahydrofuran / 3 h / 20 °C / Molecular sieve

6.2: 18 h / 20 °C

7.1: potassium carbonate / methanol / 0.5 h / 100 °C / Microwave irradiation

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin(II) chloride dihdyrate; nitric acid; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; acetic acid; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;